JP2011026465A - Novel vinyl ether copolymer and composition containing the same - Google Patents

Novel vinyl ether copolymer and composition containing the same Download PDF

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JP2011026465A
JP2011026465A JP2009174125A JP2009174125A JP2011026465A JP 2011026465 A JP2011026465 A JP 2011026465A JP 2009174125 A JP2009174125 A JP 2009174125A JP 2009174125 A JP2009174125 A JP 2009174125A JP 2011026465 A JP2011026465 A JP 2011026465A
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vinyl ether
ether copolymer
random copolymer
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structural units
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Takuma Hojo
卓馬 北條
Ikumi Kato
育巳 加藤
Takeaki Koto
武明 光藤
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Nippon Carbide Industries Co Inc
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Abstract

<P>PROBLEM TO BE SOLVED: To provide a vinyl ether copolymer which is useful as a binder or additive in fields such as an ink, coating composition, coating, adhesive, adhesive or the like, and is excellent in solubility or dispersibility to an aqueous solvent or in film forming properties. <P>SOLUTION: The vinyl ether copolymer which includes constituent units shown by formula (I) and (II) is excellent in solubility or dispersibility to an aqueous solvent and in film forming properties. <P>COPYRIGHT: (C)2011,JPO&INPIT

Description

本発明は、新規なビニルエーテル共重合体およびこれを含有する組成物に関するものであり、特にインク組成物、コーティング組成物、接着剤用組成物等に利用可能な新規なビニルエーテル共重合体に関するものである。   The present invention relates to a novel vinyl ether copolymer and a composition containing the same, and more particularly to a novel vinyl ether copolymer that can be used in an ink composition, a coating composition, an adhesive composition, and the like. is there.

近年、環境負荷の問題から、インク、塗料、コーティング、粘着剤、接着剤等の様々な分野で有機溶媒系から水性系への移行が進んでいる。そのため、前記分野において、バインダーとして利用可能な水溶性高分子化合物に対する要求が高まってきている。ビニルエーテル系重合体は、透明性、成型性に優れ皮膚刺激性も低いことから、インク、粘着剤用途での研究が行われており、脂環式骨格のポリビニルエーテル等が報告されている。しかしながら、水溶性および成膜性を有するビニルエーテル重合体の報告例はほとんどない。   In recent years, the shift from organic solvent systems to aqueous systems has been progressing in various fields such as inks, paints, coatings, pressure-sensitive adhesives, and adhesives due to problems of environmental impact. Therefore, in the above field, there is an increasing demand for water-soluble polymer compounds that can be used as binders. Since vinyl ether polymers are excellent in transparency and moldability and have low skin irritation, research on ink and adhesive applications has been conducted, and alicyclic skeleton polyvinyl ethers and the like have been reported. However, there are almost no reports of vinyl ether polymers having water solubility and film-forming properties.

特開平０１−１０２５０１JP-A-01-102501 特開平０１−１０２５０２JP-A-01-102502 特開２００６−１３１８０５JP 2006-131805 A 特開２００７−２３１２２７JP2007-2312227

本発明の目的は、インク、塗料、コーティング、粘着剤、接着剤等の分野においてバインダーや添加剤として有用であり、水性系溶媒に対する溶解性または分散性、或いは成膜性に優れたビニルエーテル共重合体を提供することである。   The object of the present invention is useful as a binder or additive in the fields of inks, paints, coatings, pressure-sensitive adhesives, adhesives, and the like, and is a vinyl ether copolymer excellent in solubility or dispersibility in aqueous solvents or film forming properties. To provide coalescence.

本発明者らは、上記目的を達成するため鋭意研究した結果、下記式（Ｉ）および（ＩＩ）で示される構成単位からなることを特徴とするビニルエーテル共重合体が、水性系溶媒に対する溶解性または分散性、或いは成膜性に優れることを見出し本発明を完成するに至った。   As a result of intensive studies to achieve the above object, the present inventors have found that a vinyl ether copolymer comprising the structural units represented by the following formulas (I) and (II) is soluble in an aqueous solvent. Alternatively, the inventors have found that the dispersibility or the film formability is excellent and have completed the present invention.

Figure 2011026465
Figure 2011026465

本発明のビニルエーテル共重合体は、水性系溶媒に対する溶解性または分散性、或いは成膜性に優れておりインク組成物、コーティング組成物、接着剤用組成物等の用途に好適である。   The vinyl ether copolymer of the present invention is excellent in solubility or dispersibility with respect to an aqueous solvent or film forming property, and is suitable for applications such as an ink composition, a coating composition, and an adhesive composition.

本発明のビニルエーテル共重合体は、下記式（Ｉ）および（ＩＩ）で示される構成単位からなることを特徴とするものであり、ランダム共重合体、ブロック共重合体の何れであっても良いが、製造が容易であることからランダム共重合体が好ましい。   The vinyl ether copolymer of the present invention is characterized by comprising structural units represented by the following formulas (I) and (II), and may be either a random copolymer or a block copolymer. However, a random copolymer is preferable because of easy production.

Figure 2011026465
Figure 2011026465

本発明のビニルエーテル共重合体は、用途に応じて、上記式（Ｉ）および（ＩＩ）で示される構成単位のモル組成比を適宜変更することが可能である。本発明のビニルエーテル共重合体において、前記式（Ｉ）で示される構成単位のモル組成比を増減させることにより、親水性および成膜性を制御することが可能である。すなわち、本発明のビニルエーテル共重合体は、前記式（Ｉ）で示される構成単位のモル組成比が増すにつれて親水性が増大し、水性系溶媒に対する分散性が高まり延いては溶解性を示すようになる。本発明におけるビニルエーテル共重合体を、インク組成物、コーティング組成物、接着剤用組成物等に用いる場合には、水性系溶媒に対する溶解性または分散性、或いは成膜性の点から、前記式（Ｉ）および（ＩＩ）で示される構成単位のモル組成比を（Ｉ）／（ＩＩ）＝９９／１〜１／９９とすることが好ましく、（Ｉ）／（ＩＩ）＝９０／１０〜１０／９０とすることがより好ましい。   In the vinyl ether copolymer of the present invention, the molar composition ratio of the structural units represented by the above formulas (I) and (II) can be appropriately changed according to the use. In the vinyl ether copolymer of the present invention, hydrophilicity and film formability can be controlled by increasing or decreasing the molar composition ratio of the structural unit represented by the formula (I). That is, the vinyl ether copolymer of the present invention increases in hydrophilicity as the molar composition ratio of the structural unit represented by the formula (I) increases, and increases in dispersibility in an aqueous solvent and thus exhibits solubility. become. When the vinyl ether copolymer in the present invention is used in an ink composition, a coating composition, an adhesive composition, etc., from the viewpoint of solubility or dispersibility in an aqueous solvent, or film forming property, the above formula ( The molar composition ratio of the structural units represented by I) and (II) is preferably (I) / (II) = 99/1 to 1/99, and (I) / (II) = 90/10 to 10 / 90 is more preferable.

本発明のビニルエーテル共重合体は、用途に応じて重量平均分子量（Ｍｗ）を適宜変更することが可能であるが、インク組成物、コーティング組成物、接着剤用組成物等に用いる場合、重量平均分子量が１，０００〜１、０００，０００であることが好ましく、１，０００〜５００，０００であることがより好ましく、１，０００〜５０，０００であることが更に好ましい。   The vinyl ether copolymer of the present invention can be appropriately changed in weight average molecular weight (Mw) according to the use, but when used in an ink composition, a coating composition, an adhesive composition, etc. The molecular weight is preferably 1,000 to 1,000,000, more preferably 1,000 to 500,000, and still more preferably 1,000 to 50,000.

以下に実施例を挙げて本発明を具体的に説明するが、本発明はこれらの実施例に何ら限定されるものではない。   EXAMPLES The present invention will be specifically described below with reference to examples, but the present invention is not limited to these examples.

本願において、「重量平均分子量（以下Ｍｗと略す）」とは、ゲルパーミエーションクロマトグラフィー（以下ＧＰＣと略す）を用いた標準ポリスチレン換算法により算出するものである。   In the present application, “weight average molecular weight (hereinafter abbreviated as Mw)” is calculated by a standard polystyrene conversion method using gel permeation chromatography (hereinafter abbreviated as GPC).

（実施例１）
〔下記式（Ｉ）および（ＩＩ）で示される構成単位のモル組成比が１０／９０のビニルエーテルランダム共重合体の合成〕
十分乾燥し窒素置換を行った重合管に、シクロヘキシルビニルエーテル１１．４ｇ（９０．３ｍｍｏｌ）、アセトキシエチルビニルエーテル１．３０ｇ（９．９９ｍｍｏｌ）を仕込み、その後、トルエン４５ｍＬを仕込み、０℃に冷却した。２０分後、三フッ化ホウ素エチルエーテル錯体４７ｍｇ（０．３３１ｍｍｏｌ）を添加して重合を開始した。１８０分後、メタノール１．０ｍＬを添加し重合停止反応を行った。反応終了後、反応液をトルエンで希釈して、脱イオン水で３回洗浄し、溶媒の減圧除去を行ったところ反応生成物が１２．１ｇ得られた。得られた反応生成物をトルエン／エタノール＝５０／５０（体積比）混合溶液に溶解して５ｗｔ％の溶液とし、この溶液に前記反応生成物中のアセチル基に対して３倍モル量の炭酸カリウムを添加し、５０℃で１８時間反応を行った。反応終了後、溶媒の減圧除去を行い、再度トルエン溶液として脱イオン水で３回洗浄し、溶媒の減圧除去を行った。その結果、目的である下記式（Ｉ）および（ＩＩ）で示される構成単位のモル組成比が１０／９０のビニルエーテルランダム共重合体が８．３２ｇ得られた。 Example 1
[Synthesis of vinyl ether random copolymer having a molar composition ratio of structural units represented by the following formulas (I) and (II) of 10/90]
A sufficiently dried and purged nitrogen tube was charged with 11.4 g (90.3 mmol) of cyclohexyl vinyl ether and 1.30 g (9.99 mmol) of acetoxyethyl vinyl ether, and then 45 mL of toluene was charged and cooled to 0 ° C. After 20 minutes, 47 mg (0.331 mmol) of boron trifluoride ethyl ether complex was added to initiate polymerization. After 180 minutes, 1.0 mL of methanol was added to carry out a polymerization termination reaction. After completion of the reaction, the reaction solution was diluted with toluene, washed with deionized water three times, and the solvent was removed under reduced pressure. As a result, 12.1 g of a reaction product was obtained. The obtained reaction product was dissolved in a mixed solution of toluene / ethanol = 50/50 (volume ratio) to obtain a 5 wt% solution, and this solution was charged with a 3-fold molar amount of carbonic acid with respect to the acetyl groups in the reaction product. Potassium was added and reacted at 50 ° C. for 18 hours. After completion of the reaction, the solvent was removed under reduced pressure, washed again with deionized water as a toluene solution three times, and the solvent was removed under reduced pressure. As a result, 8.32 g of a vinyl ether random copolymer having a molar composition ratio of structural units represented by the following formulas (I) and (II) of 10/90 was obtained.

Figure 2011026465
Figure 2011026465

得られたビニルエーテルランダム共重合体は、ＧＰＣ測定により、Ｍｗ＝１９，５００でることが確認された。さらに、前記ビニルエーテルランダム共重合体の１ＨＮＭＲを測定したところ、原料ビニルエーテルに由来するビニル基のピークとアセチル基のピークは消失していた。 The obtained vinyl ether random copolymer was confirmed to have Mw = 19,500 by GPC measurement. Furthermore, when 1 HNMR of the vinyl ether random copolymer was measured, the vinyl group peak and the acetyl group peak derived from the starting vinyl ether disappeared.

また、前記ビニルエーテルランダム共重合体を、水／イソプロピルアルコール＝９５／５（重量比）の混合溶媒へ溶解させたところ、２重量％の分散液が得られた。さらに、この溶液をガラスシャーレ上に塗布後、減圧乾燥したところ均一な被膜が得られた。これらにより、前記ビニルエーテルランダム共重合体が、水性系溶媒に対する分散性、および成膜性に優れていることが確認された。   Further, when the vinyl ether random copolymer was dissolved in a mixed solvent of water / isopropyl alcohol = 95/5 (weight ratio), a dispersion of 2% by weight was obtained. Furthermore, when this solution was applied on a glass petri dish and then dried under reduced pressure, a uniform film was obtained. From these, it was confirmed that the vinyl ether random copolymer was excellent in dispersibility in an aqueous solvent and film formability.

（実施例２）
〔前記式（Ｉ）および（ＩＩ）で示される構成単位のモル組成比が２０／８０のビニルエーテルランダム共重合体の合成〕
アセトキシエチルビニルエーテルとシクロヘキシルビニルエーテルとのモル組成比を２０／８０に変更した以外は実施例１と同様の操作を行って、前記式（Ｉ）および（ＩＩ）で示される構成単位のモル組成比が２０／８０のビニルエーテルランダム共重合体を８．１０ｇ得た。 (Example 2)
[Synthesis of vinyl ether random copolymer having a molar composition ratio of structural units represented by the above formulas (I) and (II) of 20/80]
The same procedure as in Example 1 was performed except that the molar composition ratio of acetoxyethyl vinyl ether and cyclohexyl vinyl ether was changed to 20/80, and the molar composition ratio of the structural units represented by the formulas (I) and (II) was 8.10 g of 20/80 vinyl ether random copolymer was obtained.

得られたビニルエーテルランダム共重合体は、ＧＰＣ測定により、Ｍｗ＝２０，６００でることが確認された。さらに、前記ビニルエーテルランダム共重合体の１ＨＮＭＲを測定したところ、原料ビニルエーテルに由来するビニル基のピークとアセチル基のピークは消失していた。 The obtained vinyl ether random copolymer was confirmed to have Mw = 20,600 by GPC measurement. Furthermore, when 1 HNMR of the vinyl ether random copolymer was measured, the vinyl group peak and the acetyl group peak derived from the starting vinyl ether disappeared.

また、前記ビニルエーテルランダム共重合体を、水／イソプロピルアルコール＝９５／５（重量比）の混合溶媒へ溶解させたところ、５重量％の分散液が得られた。さらに、この溶液をガラスシャーレ上に塗布後、減圧乾燥したところ均一な被膜が得られた。これらにより、前記ビニルエーテルランダム共重合体が、水性系溶媒に対する分散性、および成膜性に優れていることが確認された。   Further, when the vinyl ether random copolymer was dissolved in a mixed solvent of water / isopropyl alcohol = 95/5 (weight ratio), a dispersion of 5% by weight was obtained. Furthermore, when this solution was applied on a glass petri dish and then dried under reduced pressure, a uniform film was obtained. From these, it was confirmed that the vinyl ether random copolymer was excellent in dispersibility in an aqueous solvent and film formability.

（実施例３）
〔前記式（Ｉ）および（ＩＩ）で示される構成単位のモル組成比が５０／５０のビニルエーテルランダム共重合体の合成〕
アセトキシエチルビニルエーテルとシクロヘキシルビニルエーテルとのモル組成比を５０／５０に変更した以外は実施例１と同様の操作を行って、前記式（Ｉ）および（ＩＩ）で示される構成単位のモル組成比が５０／５０のビニルエーテルランダム共重合体を７．１７ｇ得た。 (Example 3)
[Synthesis of vinyl ether random copolymer in which the molar composition ratio of the structural units represented by the formulas (I) and (II) is 50/50]
The same procedure as in Example 1 was performed except that the molar composition ratio of acetoxyethyl vinyl ether and cyclohexyl vinyl ether was changed to 50/50, and the molar composition ratio of the structural units represented by the formulas (I) and (II) was 7.17 g of 50/50 vinyl ether random copolymer was obtained.

得られたビニルエーテルランダム共重合体は、ＧＰＣ測定により、Ｍｗ＝２１，７００でることが確認された。さらに、前記ビニルエーテルランダム共重合体の１ＨＮＭＲを測定したところ、原料ビニルエーテルに由来するビニル基のピークとアセチル基のピークは消失していた。 The obtained vinyl ether random copolymer was confirmed to have Mw = 21,700 by GPC measurement. Furthermore, when 1 HNMR of the vinyl ether random copolymer was measured, the vinyl group peak and the acetyl group peak derived from the starting vinyl ether disappeared.

また、前記ビニルエーテルランダム共重合体を、水／イソプロピルアルコール＝９５／５（重量比）の混合溶媒へ溶解させたところ、５重量％の溶液が得られた。さらに、この溶液をガラスシャーレ上に塗布後、減圧乾燥したところ均一な被膜が得られた。これらにより、前記ビニルエーテルランダム共重合体が、水性系溶媒に対する溶解性、および成膜性に優れていることが確認された。   Further, when the vinyl ether random copolymer was dissolved in a mixed solvent of water / isopropyl alcohol = 95/5 (weight ratio), a 5% by weight solution was obtained. Furthermore, when this solution was applied on a glass petri dish and then dried under reduced pressure, a uniform film was obtained. From these, it was confirmed that the vinyl ether random copolymer was excellent in solubility in an aqueous solvent and film formability.

（実施例４）
〔前記式（Ｉ）および（ＩＩ）で示される構成単位のモル組成比が８０／２０のビニルエーテルランダム共重合体の合成〕
アセトキシエチルビニルエーテルとシクロヘキシルビニルエーテルとのモル組成比を８０／２０に変更した以外は実施例１と同様の操作を行って、前記式（Ｉ）および（ＩＩ）で示される構成単位のモル組成比が８０／２０のビニルエーテルランダム共重合体を６．１２ｇ得た。 Example 4
[Synthesis of a vinyl ether random copolymer having a molar composition ratio of the structural units represented by the formulas (I) and (II) of 80/20]
The same procedure as in Example 1 was performed except that the molar composition ratio of acetoxyethyl vinyl ether and cyclohexyl vinyl ether was changed to 80/20, and the molar composition ratio of the structural units represented by the formulas (I) and (II) was 6.12 g of 80/20 vinyl ether random copolymer was obtained.

得られたビニルエーテルランダム共重合体は、ＧＰＣ測定により、Ｍｗ＝２２，５００でることが確認された。さらに、前記ビニルエーテルランダム共重合体の１ＨＮＭＲを測定したところ、原料ビニルエーテルに由来するビニル基のピークとアセチル基のピークは消失していた。 The obtained vinyl ether random copolymer was confirmed to have Mw = 22,500 by GPC measurement. Furthermore, when 1 HNMR of the vinyl ether random copolymer was measured, the vinyl group peak and the acetyl group peak derived from the starting vinyl ether disappeared.

また、前記ビニルエーテルランダム共重合体を、水／イソプロピルアルコール＝９５／５（重量比）の混合溶媒へ溶解させたところ、１０重量％の溶液が得られた。さらに、この溶液をガラスシャーレ上に塗布後、減圧乾燥したところ粘着性を有する膜が得られた。これらにより、前記ビニルエーテルランダム共重合体が、水性系溶媒に対する溶解性、および成膜性に優れていることが確認された。   Further, when the vinyl ether random copolymer was dissolved in a mixed solvent of water / isopropyl alcohol = 95/5 (weight ratio), a 10% by weight solution was obtained. Furthermore, when this solution was applied on a glass petri dish and then dried under reduced pressure, a sticky film was obtained. From these, it was confirmed that the vinyl ether random copolymer was excellent in solubility in an aqueous solvent and film formability.

（実施例５）
〔前記式（Ｉ）および（ＩＩ）で示される構成単位のモル組成比が９０／１０のビニルエーテルランダム共重合体の合成〕
アセトキシエチルビニルエーテルとシクロヘキシルビニルエーテルとのモル組成比を９０／１０に変更した以外は実施例１と同様の操作を行って、前記式（Ｉ）および（ＩＩ）で示される構成単位のモル組成比が９０／１０のビニルエーテルランダム共重合体を５．６５ｇ得た。 (Example 5)
[Synthesis of Vinyl Ether Random Copolymer in which the molar composition ratio of the structural units represented by the formulas (I) and (II) is 90/10]
Except that the molar composition ratio of acetoxyethyl vinyl ether and cyclohexyl vinyl ether was changed to 90/10, the same operation as in Example 1 was performed, and the molar composition ratio of the structural units represented by the above formulas (I) and (II) was 5.65g of 90/10 vinyl ether random copolymer was obtained.

得られたビニルエーテルランダム共重合体は、ＧＰＣ測定により、Ｍｗ＝２３，２００でることが確認された。さらに、前記ビニルエーテルランダム共重合体の１ＨＮＭＲを測定したところ、原料ビニルエーテルに由来するビニル基のピークとアセチル基のピークは消失していた。 The obtained vinyl ether random copolymer was confirmed to have Mw = 23,200 by GPC measurement. Furthermore, when 1 HNMR of the vinyl ether random copolymer was measured, the vinyl group peak and the acetyl group peak derived from the starting vinyl ether disappeared.

また、前記ビニルエーテルランダム共重合体を、水／イソプロピルアルコール＝９５／５（重量比）の混合溶媒へ溶解させたところ、３０重量％の溶液が得られた。さらに、この溶液をガラスシャーレ上に塗布後、減圧乾燥したところ粘着性を有する膜が得られた。これらにより、前記ビニルエーテルランダム共重合体が、水性系溶媒に対する溶解性に優れていることが確認された。   Further, when the vinyl ether random copolymer was dissolved in a mixed solvent of water / isopropyl alcohol = 95/5 (weight ratio), a 30% by weight solution was obtained. Furthermore, when this solution was applied on a glass petri dish and then dried under reduced pressure, a sticky film was obtained. From these, it was confirmed that the vinyl ether random copolymer is excellent in solubility in an aqueous solvent.

（比較例１）
〔シクロヘキシルビニルエーテル重合体の合成〕
アセトキシエチルビニルエーテルとシクロヘキシルビニルエーテルとのモル組成比を０／１００に変更した以外は実施例１と同様の操作を行って、シクロヘキシルビニルエーテル重合体を１１．２ｇ得た。 (Comparative Example 1)
(Synthesis of cyclohexyl vinyl ether polymer)
The same operation as in Example 1 was carried out except that the molar composition ratio of acetoxyethyl vinyl ether and cyclohexyl vinyl ether was changed to 0/100 to obtain 11.2 g of a cyclohexyl vinyl ether polymer.

得られたシクロヘキシルビニルエーテル重合体は、ＧＰＣ測定により、Ｍｗ＝３２，２００でることが確認された。このシクロヘキシルビニルエーテル重合体の１ＨＮＭＲを測定したところ、原料であるシクロヘキシルビニルエーテルに由来するビニル基のピークは消失していた。 The obtained cyclohexyl vinyl ether polymer was confirmed to have Mw = 32,200 by GPC measurement. When 1 HNMR of this cyclohexyl vinyl ether polymer was measured, the vinyl group peak derived from cyclohexyl vinyl ether as a raw material disappeared.

また、前記ビニルエーテルランダム共重合体を、水／イソプロピルアルコール＝９５／５（重量比）の混合溶媒へ添加したが溶解せず、均一な分散液も得られなかった。そのため、ガラスシャーレ上に溶液を塗布することもできなかった。   Further, the vinyl ether random copolymer was added to a mixed solvent of water / isopropyl alcohol = 95/5 (weight ratio), but it did not dissolve and a uniform dispersion could not be obtained. Therefore, the solution could not be applied on the glass petri dish.

Claims (8)

下記式（Ｉ）および（ＩＩ）で示される構成単位からなることを特徴とするビニルエーテル共重合体。
Figure 2011026465
 A vinyl ether copolymer comprising structural units represented by the following formulas (I) and (II).
Figure 2011026465
 ランダム共重合体であることを特徴とする請求項１に記載のビニルエーテル共重合体。   The vinyl ether copolymer according to claim 1, wherein the vinyl ether copolymer is a random copolymer. 前記式（Ｉ）および（ＩＩ）で示される構成単位のモル組成比が（Ｉ）／（ＩＩ）＝９９／１〜１／９９であることを特徴とする、請求項１または２に記載のビニルエーテル共重合体。   The molar composition ratio of the structural units represented by the formulas (I) and (II) is (I) / (II) = 99/1 to 1/99, according to claim 1 or 2. Vinyl ether copolymer. 重量平均分子量が１，０００〜１，０００，０００であることを特徴とする、請求項１〜３の何れか一項に記載のビニルエーテル共重合体。   The vinyl ether copolymer according to any one of claims 1 to 3, wherein the weight average molecular weight is 1,000 to 1,000,000. 請求項１〜４の何れか一項に記載のビニルエーテル共重合体を含有することを特徴とする組成物。   The composition containing the vinyl ether copolymer as described in any one of Claims 1-4. 請求項１〜４の何れか一項に記載のビニルエーテル共重合体を含有することを特徴とするインク組成物。   An ink composition comprising the vinyl ether copolymer according to any one of claims 1 to 4. 請求項１〜４の何れか一項に記載のビニルエーテル共重合体を含有することを特徴とするコーティング組成物。   The coating composition characterized by including the vinyl ether copolymer as described in any one of Claims 1-4. 請求項１〜４の何れか一項に記載のビニルエーテル共重合体を含有することを特徴とする接着剤用組成物。   The composition for adhesives containing the vinyl ether copolymer as described in any one of Claims 1-4.
JP2009174125A 2009-07-27 2009-07-27 Novel vinyl ether copolymer and composition containing the same Pending JP2011026465A (en)

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